1-(3,4-二氯苯基)-3-二甲基氨基-1-丙酮盐酸盐 | 75144-12-6

• 物质功能分类: 有机原料 - 氨基化合物 - 环烷胺、芳香单胺、芳香多胺及其衍生物和盐
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3,4-二氯苯基)-3-二甲基氨基-1-丙酮盐酸盐
• 中文别名: 1-(3,4-二氯苯基)-3-(二甲基氨基)丙-1-酮盐酸盐
• 英文名称: 1-(3,4-dichlorophenyl)-3-dimethylamino-1-propanone hydrochloride
• 英文别名: 1-(3,4-dichlorophenyl)-3-(dimethylamino)propan-1-one hydrochloride；1-(3,4-dichlorophenyl)-3-(dimethylamino)propan-1-one;hydron;chloride
• CAS: 75144-12-6
• 化学式: C₁₁H₁₃Cl₂NO*ClH
• 分子量: 282.597
• InChiKey: PRRKQCKNKRZOPV-UHFFFAOYSA-N

物化性质

• 熔点：
  186 - 188°C
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

制备方法与用途

生物活性

Antitrypanosomal agent 1 是一种有效的选择性锥虫硫磷还原酶（trypanothione reductase）抑制剂，IC50 值为 3.3 μM。此外，它还能抑制谷胱甘肽还原酶 (glutathione reductase)，IC50 值为 64.8 μM，并对布氏锥虫表现出 EC50 为 1 μM 的抗活性。

靶点

• IC50: 3.3 μM（trypanothione reductase）和 64.8 μM（glutathione reductase）
• EC50: 1 μM （布氏锥虫）

体外研究

Antitrypanosomal agent 1 (化合物 8a) 对硫磷还原酶的选择性为谷胱甘肽还原酶 IC50 值的20倍。

反应信息

• 作为反应物：
  描述：

  1-(3,4-二氯苯基)-3-二甲基氨基-1-丙酮盐酸盐 在 sodium carbonate 作用下， 以 水 为溶剂， 反应 3.0h， 生成 1-(3,4-dichlorophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Dimmock; Shyam; Smith, Pharmazie, 1984, vol. 39, # 7, p. 467 - 470

  摘要：

  DOI：
• 作为产物：
  描述：

  邻二氯苯 在 aluminum (III) chloride 作用下， 以 乙醇 、 水 为溶剂， 反应 11.0h， 生成 1-(3,4-二氯苯基)-3-二甲基氨基-1-丙酮盐酸盐
  参考文献：
  名称：

  ARALKYL DIAMINE DERIVATIVES AND USES THEREOF AS ANTIDEPRESSANTS

  摘要：

  阿烷基二胺衍生物的结构如下，其药用可接受的盐或用途为抗抑郁药。这些衍生物具有三重抑制5-HT、多巴胺和去甲肾上腺素的再摄取活性，可以以口服或注射等形式给需要此类治疗的患者。

  公开号：

  US20130072488A1

文献信息

• Evaluation of Some Mannich Bases Derived from Substituted Acetophenones Against P-388 Lymphocytic Leukemia and on Respiration in Isolated Rat Liver Mitochondria
  作者：J.R. Dimmock、K. Shyam、N.W. Hamon、B.M. Logan、S.K. Raghavan、D.J. Harwood、P.J. Smith

  DOI：10.1002/jps.2600720812

  日期：1983.8

  Series of 3-dimethylamino-1-aryl-1-propanone hydrobromides (IV) and 3-dimethylamino-2-dimethylaminomethyl-1-aryl-1-propanone dihydrobromides (V) were synthesized. Evaluation of these derivatives against P-388 lymphocytic leukemia growth revealed that two compounds show promise as antineoplastic agents. Compounds of the V series were unstable in phosphate buffer (in contrast to series IV), and when

  合成了一系列的3-二甲基氨基-1-芳基-1-丙酮氢溴酸盐（IV）和3-二甲基氨基-2-二甲基氨基甲基-1-芳基-1-丙酮二氢溴酸盐（V）。这些衍生物对P-388淋巴细胞白血病生长的评估表明，两种化合物显示出作为抗肿瘤药的希望。V系列化合物在磷酸盐缓冲液中不稳定（与IV系列相反），并且当两个系列化合物中都存在相同的核取代基时，V在刺激和抑制呼吸道呼吸方面比IV活性高约100倍。从大鼠肝细胞分离出的线粒体。这两个系列的代表均表明，线粒体的呼吸受水性缓冲液pH值从7.4更改为6.9或6.4以及温度从37度降低到20度的影响。
• Multi component detection
  申请人：CELL SIGNALING TECHNOLOGY, INC.

  公开号：US10577640B2

  公开（公告）日：2020-03-03

  The disclosure provides methods for detecting the concurrent presence of at least two targets within a biological sample. The method includes contacting said biological sample with a first binding agent, said first binding agent operably linked to a first sortase molecule, wherein said first binding agent specifically binds to a first target; contacting said biological sample with a second binding agent, said second binding agent operably linked to a first sortase recognition sequence peptide, wherein said second binding agent specifically binds to a second target; adding a sortase substrate under conditions where a first sortase-mediated ligation of the sortase substrate to the first sortase recognition sequence will produce a ligation product, and detecting the ligation product wherein detection of said ligation product indicates the concurrent presence of the first target and the second target in the biological sample. Also disclosed are kits comprising reagents for performing the methods as claimed.

  本公开提供了检测生物样本中同时存在至少两个靶标的方法。该方法包括将所述生物样品与第一结合剂接触，所述第一结合剂与第一分选酶分子可操作地连接，其中所述第一结合剂特异性地与第一靶标结合；将所述生物样品与第二结合剂接触，所述第二结合剂与第一分选酶识别序列肽可操作地连接，其中所述第二结合剂特异性地与第二靶标结合；在分选酶介导的第一分选酶底物与第一分选酶识别序列连接将产生连接产物的条件下加入分选酶底物，并检测连接产物，其中所述连接产物的检测表明生物样品中同时存在第一靶标和第二靶标。还公开了包含试剂的试剂盒，用于执行所述方法。
• Synthesis and Structure−Activity Relationship Study of Potent Trypanocidal Thio Semicarbazone Inhibitors of the Trypanosomal Cysteine Protease Cruzain
  作者：Xiaohui Du、Chun Guo、Elizabeth Hansell、Patricia S. Doyle、Conor R. Caffrey、Tod P. Holler、James H. McKerrow、Fred E. Cohen

  DOI：10.1021/jm010459j

  日期：2002.6.1

  American trypanosomiasis, or Chagas' disease, is the leading cause of heart disease in Latin America. Currently there is an urgent need to develop antitrypanosomal therapy due to the toxicity of existing agents and emerging drug resistance. A novel series of potent thio semicarbazone small-molecule inhibitors of the Trypanosoma cruzi cysteine protease cruzain have been identified. Some of these inhibitors have been shown to be trypanocidal. We initially discovered that X-bromopropiophenone thio semicarbazone (1i) inhibited cruzain and could cure mammalian cell cultures infected with T cruzi. 3'-Bromopropiophenone thio semicarbazone showed no toxicity for mammalian cells at concentrations that were trypanocidal. Following this lead, more than 100 compounds were designed and synthesized. A specific structure-activity relationship (SAR) was established, and many potent analogues with IC50 values in the low nanomolar range were identified. Eight additional analogues were trypanocidal in a cell culture assay, and this indicates that aryl thio semicarbazone is a productive scaffold for killing the parasites. Kinetic studies show that these are time-dependent inhibitors. Molecular modeling studies of the enzyme-inhibitor complex have led to a proposed mechanism of interaction as well as insight into the SAR of the thio semicarbazone series. The nonpeptide nature of this series, small size, and extremely low cost of production suggest this is a promising direction for the development of new antitrypanosome chemotherapy.
• Multi Component Antibody Based Detection Technology
  申请人：Huynh Khanh Duc

  公开号：US20150031563A1

  公开（公告）日：2015-01-29

  The disclosure provides methods for detecting the concurrent presence of at least two targets within a biological sample. The method includes contacting said biological sample with a first binding agent, said first binding agent operably linked to a first sortase molecule, wherein said first binding agent specifically binds to a first target; contacting said biological sample with a second binding agent, said second binding agent operably linked to a first sortase recognition sequence peptide, wherein said second binding agent specifically binds to a second target; adding a sortase substrate under conditions where a first sortase-mediated ligation of the sortase substrate to the first sortase recognition sequence will produce a ligation product, and detecting the ligation product, wherein detection of said ligation product indicates the concurrent presence of the first target and the second target in the biological sample. Also disclosed are kits comprising reagents for performing the methods as claimed.
• Multi Component Detection
  申请人：CELL SIGNALING TECHNOLOGY, INC.

  公开号：US20170211124A1

  公开（公告）日：2017-07-27

  The disclosure provides methods for detecting the concurrent presence of at least two targets within a biological sample. The method includes contacting said biological sample with a first binding agent, said first binding agent operably linked to a first sortase molecule, wherein said first binding agent specifically binds to a first target; contacting said biological sample with a second binding agent, said second binding agent operably linked to a first sortase recognition sequence peptide, wherein said second binding agent specifically binds to a second target; adding a sortase substrate under conditions where a first sortase-mediated ligation of the sortase substrate to the first sortase recognition sequence will produce a ligation product, and detecting the ligation product wherein detection of said ligation product indicates the concurrent presence of the first target and the second target in the biological sample. Also disclosed are kits comprising reagents for performing the methods as claimed.